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l-Proline functionalized polymers prepared by RAFT polymerization and their assemblies as supported organocatalysts
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Lu, Annhelen, Smart, Thomas P., Epps, Thomas H., Longbottom, Deborah A. and O’Reilly, Rachel K. (2011) l-Proline functionalized polymers prepared by RAFT polymerization and their assemblies as supported organocatalysts. Macromolecules, Vol.44 (No.18). pp. 7233-7241. doi:10.1021/ma201256m
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Official URL: http://dx.doi.org/10.1021/ma201256m
Abstract
We have prepared a range of well-defined copolymers of styrene and l-proline functionalized styrene (5–11 kDa) using reversible addition–fragmentation chain transfer (RAFT) polymerization techniques and explored their use in supported catalysis. Upon deprotection of the l-proline functionalities, the solution self-assembly of these copolymers was investigated in mixed solvent systems. The resulting assemblies were characterized by dynamic light scattering, transmission electron microscopy (on graphene oxide substrates, along with cryo-TEM and tomography), and scanning electron microscopy. The application of these functional assemblies as supported catalysts for the aldol condensation reaction was explored using cyclohexanone and 4-nitrobenzaldehyde. The rate and selectivity of solution catalysis in our self-assembled system were comparable to those of l-proline, and a significant advantage of our system was that the polymer support could be utilized at lower catalyst loadings with comparable activity and also could be recycled a number of times while maintaining activity and selectivity.
| Item Type: | Journal Article | ||||
|---|---|---|---|---|---|
| Subjects: | Q Science > QD Chemistry T Technology > TP Chemical technology |
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| Divisions: | Faculty of Science > Chemistry | ||||
| Library of Congress Subject Headings (LCSH): | Polymers, Polymerization, Catalysts, Self-assembly (Chemistry), Monomers, Styrene | ||||
| Journal or Publication Title: | Macromolecules | ||||
| Publisher: | American Chemical Society | ||||
| ISSN: | 0024-9297 | ||||
| Official Date: | 2011 | ||||
| Dates: |
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| Volume: | Vol.44 | ||||
| Number: | No.18 | ||||
| Page Range: | pp. 7233-7241 | ||||
| DOI: | 10.1021/ma201256m | ||||
| Status: | Peer Reviewed | ||||
| Publication Status: | Published | ||||
| Funder: | Engineering and Physical Sciences Research Council (EPSRC), Royal Society (Great Britain), University of Warwick, University of Cambridge |
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